4-(N-Boc-amino)piperidine → N-{3-[2-(4-amino-1-piperidinyl)-8-(2,6-difluorophenyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylphenyl}-6-chloro-3-pyridinecarboxamide

HRID 222953

Reaction equation

HRID 222953 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([C:18]3[C:19]4[CH:31]=[CH:30][C:29](=[O:32])[N:28]([C:33]5[C:38]([F:39])=[CH:37][CH:36]=[CH:35][C:34]=5[F:40])[C:20]=4[N:21]=[C:22](S(C)(=O)=O)[N:23]=3)[CH:12]=2)=[O:9])=[CH:4][CH:3]=1.[NH:41]1[CH2:46][CH2:45][CH:44]([NH:47]C(=O)OC(C)(C)C)[CH2:43][CH2:42]1>>[NH2:47][CH:44]1[CH2:45][CH2:46][N:41]([C:22]2[N:23]=[C:18]([C:13]3[CH:12]=[C:11]([NH:10][C:8]([C:5]4[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=4)=[O:9])[CH:16]=[CH:15][C:14]=3[CH3:17])[C:19]3[CH:31]=[CH:30][C:29](=[O:32])[N:28]([C:33]4[C:38]([F:39])=[CH:37][CH:36]=[CH:35][C:34]=4[F:40])[C:20]=3[N:21]=2)[CH2:42][CH2:43]1

Participants

3

Reactant 2

HCID 7238334-(N-Boc-amino)piperidineHCID 592126866-chloro-N-{3-[8-(2,6-difluorophenyl)-2-(methylsulfonyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylphenyl}-3-pyridinecarboxamide

Product 1

HCID 11947852N-{3-[2-(4-amino-1-piperidinyl)-8-(2,6-difluorophenyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylphenyl}-6-chloro-3-pyridinecarboxamide

Procedure

The title compound was prepared as described in Example 2 from 6-chloro-N-{3-[8-(2,6-difluorophenyl)-2-(methylsulfonyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylphenyl}-3-pyridinecarboxamide and 1,1-dimethylethyl 4-piperidinylcarbamate: LC-MS m/z 602 (M+H)+, 1.75 min (ret time).

Workup

  1. customLC-MS m/z 602 (M+H)+, 1.75 min (ret time)

Sources & evidence

ORD record
ord-c947980166374b55b743f41990313b23
Source dataset
uspto-grants-2012_06
Patent number
US08207176B2

Linked notes

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